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Merck
CN

F5251

p-Fluoro-DL-phenylalanine

≥98.0% (TLC)

别名:

4-fluoro-phenylalanine

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关于此项目

线性分子式:
FC6H4CH2CH(NH2)COOH
化学文摘社编号:
分子量:
183.18
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-113-7
MDL number:
Beilstein/REAXYS Number:
2938793
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产品名称

p-Fluoro-DL-phenylalanine,

assay

≥98.0% (TLC)

Quality Level

form

powder

color

white to off-white

mp

253-255 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC(Cc1ccc(F)cc1)C(O)=O

InChI

1S/C9H10FNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)

InChI key

XWHHYOYVRVGJJY-UHFFFAOYSA-N

Biochem/physiol Actions

Inhibits mitosis and reversibly arrests HeLa cells in G2.
p-Fluoro-DL-phenylalanine (pFPhe), a toxic antimetabolite, is a racemic mixture of a substituted (halogenated) benzoyl D and L phenylalanine useful as a selection marker for wine yeast transformation and with potential use in endomorphin, antiviral, and antimicrobial drug development. Phenylalanine analogue, rho-fluorophenylalanine (pFPhe) is also used to induce apoptosis.


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



历史批次信息供参考:

分析证书(COA)

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Hae Sun Park et al.
Biochemical and biophysical research communications, 377(1), 280-285 (2008-10-11)
Phenylalanine analog, rho-fluorophenylalanine (pFPhe)-mediated cytotoxicity and several apoptotic events including mitochondrial cytochrome c release, activation of caspase-9, -3, and -8, Bid cleavage, degradation of PARP and PLCgamma-1, and DNA fragmentation were more significant in p56(lck)-deficient Jurkat T cells (JCaM1.6) than
Tomáš Štětina et al.
Insect biochemistry and molecular biology, 105, 60-68 (2019-01-21)
The biochemical and molecular mechanisms underlying insect cold acclimation prior to cold stress are relatively well explored, but the mechanisms linked to recovery and repair after cold stress have received much less attention. Here we focus on recovery from cold
H Kloosterman et al.
Microbiology (Reading, England), 149(Pt 11), 3321-3330 (2003-11-06)
Prephenate dehydratase (PDT), chorismate mutase (CM) and 3-deoxy-D-arabino-7-heptulosonate 7-phosphate (DAHP) synthase are key regulatory enzymes in aromatic amino acid biosynthesis in the actinomycete Amycolatopsis methanolica. Deregulated, feedback-control-resistant mutants were isolated by incubation of A. methanolica on glucose mineral agar containing



全球贸易项目编号

货号GTIN
F5251-1G04061826059326
F5251-5G04061833618127